Plastic condensation product.



G AL M conditions from v "is then heated under conditions permitting LOUIS HENRY FRIEDBUBG,

or New Arena, 11. 1,

ASSIGNQR '10 GENERAL ELECTRIC comrany, a coarom'rron or new man PLASTIC connn'usarrow raommr 1,119,5ea. Kc Drawing.

To all whom. ttmay concern: 1

Be it known that I, Louis HENRY Famo- BUBG,a citizen of the United States, residing at New York, countyof New York,

State of New York,.ha e nvented certain;

new and useful Improvements 1n Plastic Condensation Products, of which the fol-- lowing is a specification.

. The presentinvention comprises a newv plastic composition and the process of makin the same. Its object is ,to rovide a synt etic resin,

which possesses flexibility and wh ch may:

be rendered insoluble and infusible, without loss of flexibility.

Glycerol and other polyhydric alcohols, and polybasic acids or phthalic anhydrid,'combine at an elevatedtemperature to form fusible'and soluble resins. Upon further heating, they become, infusible and' insoluble. both their intermediate and final state al-' though strong and-hard are 7 usually quite brittle. a

In accordance with mypresentlinyention, these resins are rendered fleXibIe-bothin'thQ intermediate fusible, and final infusible, state by monobasic acid of the aliphatic series.

A typical resin is prepared by heating two parts b weight of phthalic anhydr'id, with one part of glycerol, C H (OH) in. a. suitable container to a temperature of about 100 C., the temper ature being slowly increased to about 185 C. Th'e'mixture is maintained at this tern perature until distillation of water, acrolem and other vapors ceases. may be allowed finally to rise as high as I When a sample taken from the mass uponcooling is hard and brittle without stickiness, the first part of the reaction has been'completed. I. orless or yellowish resin, fusible, and 'solm ble in acetone. I 4

About 22-parts of-the resulting resinous product are dlssolved. withabout. 10 parts of butyric acid, C H,GO H, in glycerol and heated, using 'a' reflux condenser, for a pericd varying with; the amounts and other 8 to 24 hours. The'product the removal of vapors, in an; open yes'sel, at

Specification ot L'etterslatcnt. Application flied September 12, 1am. i. seri l n z e,as2

mam

Wi s l stibsegu'entl rat f s l1e,' suitable for electrical insulation,' molded articles, and the like,

These resins combination with butyric acid, a

soluble, infusible stage I .without loss of flexibility. The temperatures Theproduct is a col-'5 Patented Dec. 1,i914.

mper u e. a aaa 30 -5 acme Ida- The I rodnct is aiver v s 01it,u1' f mass, else-1801311 in acetone. 1 mpregna g 'fi ofis tar ce ula ma r such as electrical w und it fa r tillation ceases {when samplestaken .frcmthe mass show the proper consistency.

'or' 'wood' cloth,paperand the like,'the acedared -'infu s'ible-, and apparently i'i soluble,

0. n my-opinion' the hutyricacid combines {with unat tacked hydroxyl forming an esterhevil gthe-"formul a I anhydrids, such-as;

ample,

with the respective acids used -A. mixture of denser for about eight hoursat its-boihjng' tion may be t e salient i Either normal butyric 201d. or asobutyric acid may be used in carryingfout'the-ide scribed process.

88 parts of phthalic gly-y. -cerol resin and 36 parts of isobutyric acid 1 may be heated with the aid of a reflux co1ipoint. The heating is then continued under condltlons permitting distillation, as -a1- ready described in connection with the-nor- H mal acid. The resulting clear, flexible resin may be converted brownish to fan. m-

.The process may also be carried out-by starting with a mixture phthalic anhydrid,.40

parts of glycerin and 40 parts of isobutyric acid. This mixture isftreated in the same manner as above described. to produce In some cases glycerol phthalic an'yhdrid- -and butyric' acid may 40 parts of glycerol and 45 parts of butyric first with the aid of a re- 7 flux condenser'and. finally so as acid areheated,

' to permit distillation as above de cribed. dark ruby red.' flexible resin is: obtained. I

What I claim as new, and' desire to se- 90 by further heating cure by Letters" Patent of the United States, is

a mixture containing a. polyhydric alcohol, phthalic anhydrid, and butyrlc acid for a protracted period under conditions unfavorable to distillation and then distilling olf uncombined ingredients and leaving a plus tic, resinous product.

2. 'The process which consists in dissolvmg .a reaction product of glycerol and phthalicanhydrid in glycerol adding butyric acid and heating to effect combination I and finally distilling uncombined ingredie'nts leaving a flexible, resinous material.

3. As a composition of matter, an insoluble, infusible, flexible .resinous material comprising a mixed ester of a polyhydric alcohol, phthalic anhydrid and butyric acid. 4.'As a composition of matter, a flexible resinous material comprising a condensation product saponifiable with an alkali to yield alkali :11: y 11,11 lama glycerol, and compounds, of phthalic and butyric acids. 1. The process which consists in heating 5. As a composition of matter, a flexible 25 condensation product saponiliable with an to form glycerol and compounds of the alkali with both phthalic acid and a monobasic aliphatic ac'1d.

6. As a composition of matter, a flexible 30 resinous condensation. product s'aponifiable 

